Shelter Island Vacations from ₩596,806
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The Latest Shelter Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Royalton Park Avenue
Manhattan
Price was ₩794,563, price is now ₩596,806 per person
₩596,806
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Wonderful hotel, well kept rooms, great staff, great location.
Reviewed on Dec 14, 2025
The Fifth Avenue Hotel
Manhattan
Save 100% on your flight
Price was ₩2,619,339, price is now ₩1,507,418 per person
₩1,507,418
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
9.6/10 Exceptional! (159 reviews)
We had a great stay. Room was comfortable and had what we needed. The staff was professional and some were exceptional. Our room attendant, Nini, stood out as making our stay memorable with her professional work ethic and kindness. Would stay here again. Also enjoyed the restaurant
Reviewed on Dec 13, 2025
Fouquet's New York
Manhattan
Save 100% on your flight
Price was ₩2,631,976, price is now ₩1,573,814 per person
₩1,573,814
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
9.6/10 Exceptional! (60 reviews)
Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.
Reviewed on Oct 10, 2025
The Langham, New York, Fifth Avenue
Manhattan
Save 100% on your flight
Price was ₩1,980,663, price is now ₩1,235,850 per person
₩1,235,850
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
9.4/10 Exceptional! (1,001 reviews)
Well appointed Hotel. Very good Services by concierge and doorman Clean Rooms and generally nice service. Loved the Christmas Carolers the hot Chocolate and hot cider in the front foyer Proximity wall the attractions and public transportation a huge plus
Reviewed on Dec 15, 2025
Placemakr Wall Street
Manhattan
Save 100% on your flight
Price was ₩1,152,406, price is now ₩798,668 per person
₩798,668
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
9.4/10 Exceptional! (831 reviews)
Cannot say anything bad about this place, ticked every box. Clean, staff were great and easy access to the subway, great to have a kitchen and a big fridge. Loved it, when we go back we will definitely be looking to book here again.
Reviewed on Dec 5, 2025
Where to stay in Shelter Island
Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Silver Beach
While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.
Find the Best Shelter Island Vacation Packages
Shelter Island Beach Vacation
There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.
Shelter Island Hotel Deals
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is ₩575,016 per night from Jan 12 to Jan 13
₩575,016
₩788,347 total
Jan 12 - Jan 13, 2026
includes taxes & fees
8.2/10 Very Good! (701 reviews)
Everything was perfect. Staff, room, experience. Will definitely stay again.
Reviewed on Dec 14, 2025
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is ₩247,222 per night from Dec 18 to Dec 19
₩247,222
₩309,739 total
Dec 18 - Dec 19
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Holiday family tradition!
Reviewed on Dec 12, 2025
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,003 reviews)
Nice, pet friendly facility with an amazing Indian restaurant next door!
Reviewed on Dec 14, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Shelter Island
Havens House
You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
